1.1.1.422: pseudoephedrine dehydrogenase

This is an abbreviated version!
For detailed information about pseudoephedrine dehydrogenase, go to the full flat file.

Reaction

Synonyms

PseDH

ECTree

     1 Oxidoreductases

         1.1 Acting on the CH-OH group of donors

             1.1.1 With NAD⁺ or NADP⁺ as acceptor

                1.1.1.422 pseudoephedrine dehydrogenase

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Results	in table
1	AA Sequence
5	Application
4	Cloned(Commentary)
9	Cofactor
3	Crystallization (Commentary)
1	Expression
5	General Information
2	Inhibitors
3	kcat/KM [mM/s]
2	Ki Value [mM]
25	KM Value [mM]
4	Molecular Weight [Da]
10	Natural Substrates/ Products (Substrates)
5	Organism
5	pH Optimum
3	pH Stability
4	Purification (Commentary)
1	Reaction
3	Reference
1	Source Tissue
23	Specific Activity [micromol/min/mg]
60	Substrates and Products (Substrate)
5	Subunits
4	Synonyms
1	Systematic Name
4	Temperature Optimum [°C]
3	Temperature Range [°C]
8	Temperature Stability [°C]
25	Turnover Number [1/s]

Natural Substrates Products

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Natural Substrates Products on EC 1.1.1.422 - pseudoephedrine dehydrogenase

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NATURAL SUBSTRATE

NATURAL PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

REVERSIBILITY
r=reversible
ir=irreversible
?=not specified

(+)-(1S,2S)-pseudoephedrine + NAD+

(S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+

Arthrobacter sp. TS-15

A0A545BBS8

-

752351, 755862

-

-

?

(1S,2S)-(+)-pseudoephedrine + NAD+

(S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+

Arthrobacter sp. TS-15

A0A545BBS8

-

752351

-

-

?

(S,R)-(+)-ephedrine + NAD+

(R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+

Arthrobacter sp. TS-15

A0A545BBS8

-

752351, 755862

-

-

?

(S,S)-(+)-pseudoephedrine + NAD+

(S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+

Arthrobacter sp. TS-15

A0A545BBS8

-

755862

-

-

?

1-phenylpropan-1,2-dione + NAD+

phenylacetylcarbinol + NADH + H+

2 entries

1-phenylpropan-1,2-dione + NADH + H+

(S)-phenylacetylcarbinol + NAD+

Arthrobacter sp. TS-15

A0A545BBS8

-

752351

-

-

r

additional information

?

-

Arthrobacter sp. TS-15

A0A545BBS8

PseDH is strictly stereospecific for the other diastereomers, (S,S)-(+)-pseudoephedrine and (S,R)-(+)-ephedrine. Conversion of all ephedrine isomers required the addition of NAD+ as an oxidant. Without a surplus oxidant or in the presence of NADP+, cell lysates do not significantly convert (pseudo)ephedrine

755862

-

-

-

1-phenylpropan-1,2-dione + NAD+

phenylacetylcarbinol + NADH + H+

Arthrobacter sp. TS-15

A0A545BBS8

-

755862

-

-

?

1-phenylpropan-1,2-dione + NAD+

phenylacetylcarbinol + NADH + H+

Arthrobacter sp. TS-15

A0A545BBS8

PseDH overcomes the stability of the conjugated molecule PPD by reducing it to alpha-hydroxyketone (S)-PAC. Phenylacetylcarbinol (PAC) cannot be oxidized by these dehydrogenases and possibly undergoes a cleavage reaction to yield benzaldehyde and acetaldehyde

755862

-

-

?